January Jones, 2012
January Jones isn't one to shy away from a challenge on the red carpet. When "Mad Men" was at its height back in 2012, she took something of a beauty risk, and it majorly paid off. She wore a dramatic winged smoky eye, incorporating glittery blue eyeshadow. She balanced the intense look with peachy lips and cheeks, and it was all the perfect accoutrement for her architectural Zac Posen gown that year.
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